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Key Documents

C8863

Sigma-Aldrich

7-Cyclopentyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3‑d]pyrimidin-4-ylamine

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C23H22N4O
CAS Number:
Molecular Weight:
370.45
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: soluble 17 mg/mL at ≤60 °C

storage temp.

2-8°C

SMILES string

Nc1ncnc2n(cc(-c3ccc(Oc4ccccc4)cc3)c12)C5CCCC5

InChI

1S/C23H22N4O/c24-22-21-20(14-27(17-6-4-5-7-17)23(21)26-15-25-22)16-10-12-19(13-11-16)28-18-8-2-1-3-9-18/h1-3,8-15,17H,4-7H2,(H2,24,25,26)

InChI key

FMETVQKSDIOGPX-UHFFFAOYSA-N

Gene Information

Biochem/physiol Actions

A potent and selective pyrrolo[2,3-d]pyrimidine Lck inhibitor.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Susana Rosa et al.
Current protocols in stem cell biology, 50(1), e93-e93 (2019-09-04)
This article describes a screening platform to identify compounds that affect human embryonic vascular development. The procedure comprises the generation of human embryonic-like endothelial cells (ECs) from human pluripotent stem cells (hPSCs) and subsequent maturation under arterial flow conditions; the
Bebhinn Treanor et al.
The Journal of cell biology, 174(1), 153-161 (2006-06-28)
We report the supramolecular organization of killer Ig-like receptor (KIR) phosphorylation using a technique applicable to imaging phosphorylation of any green fluorescent protein-tagged receptor at an intercellular contact or immune synapse. Specifically, we use fluorescence lifetime imaging (FLIM) to report
Jorge Luis Galeano Niño et al.
Journal of cell science, 133(5) (2020-02-12)
It has become increasingly evident that T cell functions are subject to translational control in addition to transcriptional regulation. Here, by using live imaging of CD8+ T cells isolated from the Lifeact-EGFP mouse, we show that T cells exhibit a

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